Carbon tetrabromide → 1-(1-Bromoethyl)-3-isobutylbenzene

HRID 249149Notes

Reaction equation

HRID 249149 reaction equation
[CH2:1]([C:5]1[CH:6]=[C:7]([CH:11](O)[CH3:12])[CH:8]=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:34]>CCOCC>[Br:34][CH:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[CH:6]=1)[CH3:12]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 190247741-(3-Isobutylphenyl)ethanol

Product 1

HCID 190248461-(1-Bromoethyl)-3-isobutylbenzeneYield 100.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 1-(3-isobutylphenyl)ethanol (1.1 g), triphenylphosphine (3.24 g) and carbon tetrabromide (4.09 g) in ether (20 ml) was stirred at 25° C. for 1 hour. The precipitates were filtered off, and the filtrate was evaporated to give 1-(1-bromoethyl)-3-isobutylbenzene (1.49 g) as an oil.

Workup

  1. filtrationThe precipitates were filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-bfd4c81428cc451f94ac87989c016ba1
Source dataset
uspto-grants-1993_05
Patent number
US05212320

Reaction notes

Loading…